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14197-60-5

Ginsenoside Rg3

CAS: 14197-60-5;38243-03-7;11019-45-7

Molecular Formula: C42H72O13

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14197-60-5 - Names and Identifiers

Name Ginsenoside Rg3
Synonyms Rg3
Ginsenoside Rg3
gensenoside RG3
opyransoyl)oxy)-
(20S)-PROPANAXADIOL
20(R)-Propanaxadiol
20(s)-ginsenoside-rg3
eta-d-glucopyranosyl-
Dammar-24-ene-12β,20-diol, 3β-[(2-O-β-D-
dammar-24-ene-12-beta,20-diol,3-beta-((2-o-beta-d-glucopyranosyl-beta-d-gluc
beta-d-glucopyranoside,(3-beta,12-beta)-12,20-dihydroxydammar-24-en-3-yl2-o-b
(3β,12β)-12,20-Dihydroxydammar-24-en-3-yl 2-O-β-D-glucopyranosyl-β-D-glucopyranoside
(3beta,12beta)-12,20-dihydroxydammar-24-en-3-yl 2-o-beta-d-glucopyranosyl-beta-d-glucopyranoside
beta-D-Glucopyranoside,(3beta,12beta)-12,20-dihydroxydammar-24-en-3-yl 2-O-beta-D-glucopyranosyl
(5xi,8xi,9xi,12alpha,14beta,20R)-12,20-dihydroxylanost-24-en-3-yl 2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside
(8xi,9xi,12alpha,14beta,17alpha)-12-hydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,10,14-tetramethylgonan-3-yl 2-O-[3-deoxy-3-(hydroxymethyl)-beta-D-glucopyranosyl]-beta-D-glucopyranoside
(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(10R,12S,13R,14R,17S)-12-hydroxy-17-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxa
(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-DIHYDROXY-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-HYDROXY-17-[(2S)-2-HYDROXY-6-METHYLHEPT-5-EN-2-YL]-4,4,8,10,14-PENTAMETHYL-2,3,5,6,7,9,11,12,13,15,16,17-DODECAHYDRO-1H-CYCLOPENTA[A]PHENANTHREN-3-YL]OXY]-6-(HYDROXYMETHYL)OXAN-3-YL]OXY-6-(HYDROXYMETHYL)OXANE-3,4,5-TRIOL
CAS 14197-60-5
38243-03-7
11019-45-7
InChI InChI=1/C42H72O13/c1-21(2)10-9-14-42(8,51)22-11-16-41(7)29(22)23(45)18-27-39(5)15-13-28(38(3,4)26(39)12-17-40(27,41)6)54-37-35(33(49)31(47)25(20-44)53-37)55-36-34(50)32(48)30(46)24(19-43)52-36/h10,22-37,43-51H,9,11-20H2,1-8H3/t22-,23+,24+,25+,26-,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37-,39-,40+,41+,42-/m0/s1
InChIKey RWXIFXNRCLMQCD-JBVRGBGGSA-N

14197-60-5 - Physico-chemical Properties

Molecular FormulaC42H72O13
Molar Mass785.03
Density1.30
Melting Point315-318°C
Boling Point885.0±65.0 °C(Predicted)
Flash Point489.041°C
Solubility Soluble in methanol, ethanol, insoluble in water
Vapor Presure0mmHg at 25°C
AppearanceWhite powder or crystal
Colorwhite to beige
pKa12.85±0.70(Predicted)
Storage Condition2-8°C
Refractive Index1.594
MDLMFCD06410950
Physical and Chemical PropertiesWhite crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from ginseng.

14197-60-5 - Risk and Safety

Hazard SymbolsXn - Harmful
Harmful
Risk Codes22 - Harmful if swallowed
WGK Germany3
RTECSLY9537300
HS Code29389090

14197-60-5 - Reference Information

overview ginsenoside Rg3 is a tetracyclic triterpene saponin, which was first prepared and determined by Japanese scholar Kitagawa Hoon in 1980 and proposed that ginsenoside Rg3 has the effect of selectively inhibiting tumor cell infiltration and metastasis. Ginsenoside Rg3 has the most significant anti-tumor effect and has been widely used in the treatment of tumors.
efficacy in cell experiments, it was found that 20(S)-Rg3 can inhibit the production of nitric oxide (NO), reactive oxygen species (ROS) and prostaglandin E2(PGE2) by macrophages (RAW264.7) in an inflammatory model in a concentration-dependent manner. Ginsenoside Rg3 can reduce the anti-inflammatory effect by inhibiting NF-κB signaling pathway and down-regulating the expression of NF-κB-mediated pro-inflammatory factors (IL-4, TNF-α), cyclooxygenase-2 (COX-2) and chemokines.
preparation a method for directly preparing ginsenoside Rg3 from ginseng powder: 12.5 times the amount of lactic acid aqueous solution with pH value of 2.2 is added to ginseng powder, and heated and extracted in a water bath at 90 ℃ for 4 hours. The extract is cooled to room temperature, neutralized in saturated Na2CO3 solution to pH 6-7, degreased with ether, saturated with n-butanol with equal volume of water for extraction 3 times, and concentrated to dry with a rotary evaporator at a temperature below 50°C. The residue was analyzed by ultraviolet spectrophotometry and high performance liquid chromatography. The extraction rate of ginsenoside was 3.1%, which was 1.11 times that of direct water extraction, while the yield of ginsenoside Rg3 was 0.99%, which was 11.0 times that of direct water extraction. The reason why the extraction rate of total ginsenoside and the yield of ginsenoside Rg3 have been greatly improved is that the lactic acid aqueous solution as an extractant can hydrolyze the malonic acid monoacyl ginsenoside in ginseng into the corresponding ginsenoside, which can be extracted The amount of ginsenoside increases, and at the same time, the yield of ginsenoside Rg3 is effectively increased through the regional selective hydrolysis of the extracted ginsenoside under acidic conditions.
chemical properties white crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from ginseng.
use used for content determination/identification/pharmacological experiments, etc. Pharmacological effects: for the common diseases of middle-aged and elderly people, cardiovascular and cerebrovascular diseases, coronary heart disease, limb fatigue, leg and foot inconvenience, memory loss have a good effect.
ginsenoside Rg3 is the main component of total ginsenoside, accounting for about 4.7%, and has an effect on aortic endothelial relaxation.
Last Update：2024-04-09 15:16:35
14197-60-5
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